Enantioselective synthesis of α-methylene-γ-butyrolactones using chiral Pd(II)-SPRIX catalyst

Chinnasamy Muthiah; Midori A. Arai; Toshio Shinohara; Takayoshi Arai; Shinobu Takizawa; Hiroaki Sasai

doi:10.1016/S0040-4039(03)01250-4

Enantioselective synthesis of α-methylene-γ-butyrolactones using chiral Pd(II)-SPRIX catalyst

Chinnasamy Muthiah
, Midori A. Arai
, Toshio Shinohara
, Takayoshi Arai
, Shinobu Takizawa
, Hiroaki Sasai

Research output: Contribution to journal › Article › peer-review

59 Citations (Scopus)

Abstract

Combination of Pd(OCOCF₃)₂ and (M,S,S)-iPr-SPRIX ligand promoted the intramolecular cyclization of 2-alkynoates very effectively to form α-methylene-γ-butyrolactones in good yields with up to 92% ee.

Original language	English
Pages (from-to)	5201-5204
Number of pages	4
Journal	Tetrahedron Letters
Volume	44
Issue number	28
DOIs	https://doi.org/10.1016/S0040-4039(03)01250-4
Publication status	Published - 2003 Jul 7
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(03)01250-4

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@article{d6341a545d3c4530b4228311c2a06770,

title = "Enantioselective synthesis of α-methylene-γ-butyrolactones using chiral Pd(II)-SPRIX catalyst",

abstract = "Combination of Pd(OCOCF3)2 and (M,S,S)-iPr-SPRIX ligand promoted the intramolecular cyclization of 2-alkynoates very effectively to form α-methylene-γ-butyrolactones in good yields with up to 92\% ee.",

author = "Chinnasamy Muthiah and Arai, \{Midori A.\} and Toshio Shinohara and Takayoshi Arai and Shinobu Takizawa and Hiroaki Sasai",

note = "Funding Information: This work was supported by the Ministry of Education, Culture, Sports, Science and Technology, Japan. C.M., M.A.A. and T.S. thanks JSPS for a Research Fellowship. We also thank the technical staff at the Materials Analysis Center of ISIR, Osaka University.",

year = "2003",

month = jul,

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doi = "10.1016/S0040-4039(03)01250-4",

language = "English",

volume = "44",

pages = "5201--5204",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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TY - JOUR

T1 - Enantioselective synthesis of α-methylene-γ-butyrolactones using chiral Pd(II)-SPRIX catalyst

AU - Muthiah, Chinnasamy

AU - Arai, Midori A.

AU - Shinohara, Toshio

AU - Arai, Takayoshi

AU - Takizawa, Shinobu

AU - Sasai, Hiroaki

N1 - Funding Information: This work was supported by the Ministry of Education, Culture, Sports, Science and Technology, Japan. C.M., M.A.A. and T.S. thanks JSPS for a Research Fellowship. We also thank the technical staff at the Materials Analysis Center of ISIR, Osaka University.

PY - 2003/7/7

Y1 - 2003/7/7

N2 - Combination of Pd(OCOCF3)2 and (M,S,S)-iPr-SPRIX ligand promoted the intramolecular cyclization of 2-alkynoates very effectively to form α-methylene-γ-butyrolactones in good yields with up to 92% ee.

AB - Combination of Pd(OCOCF3)2 and (M,S,S)-iPr-SPRIX ligand promoted the intramolecular cyclization of 2-alkynoates very effectively to form α-methylene-γ-butyrolactones in good yields with up to 92% ee.

UR - https://www.scopus.com/pages/publications/0038345989

UR - https://www.scopus.com/pages/publications/0038345989#tab=citedBy

U2 - 10.1016/S0040-4039(03)01250-4

DO - 10.1016/S0040-4039(03)01250-4

M3 - Article

AN - SCOPUS:0038345989

SN - 0040-4039

VL - 44

SP - 5201

EP - 5204

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 28

ER -

Enantioselective synthesis of α-methylene-γ-butyrolactones using chiral Pd(II)-SPRIX catalyst

Abstract

ASJC Scopus subject areas

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