Enantioseiective aryiative cyclization of allenyl aldehydes with arylboronic acids under Pd(II)-diphosphine catalysis

Hirokazu Tsukamoto; Tomotaka Matsumoto; Yoshinori Kondo

doi:10.1021/ol702966j

Enantioseiective aryiative cyclization of allenyl aldehydes with arylboronic acids under Pd(II)-diphosphine catalysis

Hirokazu Tsukamoto, Tomotaka Matsumoto, Yoshinori Kondo

PHA - Molecular Pharmaceutical Science

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

36 Citations (Scopus)

Abstract

A Pd(OAc)₂-SEGPHOS combination catalyzes the first enantioseiective aryiative cyclization of allenyl aldehydes with aryiboronic acids to provide c/s-fused fiveand six-membered cyclic homoallylic alcohols. The excellent diastereoand enantioselectivity and the fact that the reaction proceeds at room temperature in the absence of any additives make the process highly practical.

Original language	English
Pages (from-to)	1047-1050
Number of pages	4
Journal	Organic letters
Volume	10
Issue number	6
DOIs	https://doi.org/10.1021/ol702966j
Publication status	Published - 2008 Mar 20

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol702966j

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title = "Enantioseiective aryiative cyclization of allenyl aldehydes with arylboronic acids under Pd(II)-diphosphine catalysis",

abstract = "A Pd(OAc)2-SEGPHOS combination catalyzes the first enantioseiective aryiative cyclization of allenyl aldehydes with aryiboronic acids to provide c/s-fused fiveand six-membered cyclic homoallylic alcohols. The excellent diastereoand enantioselectivity and the fact that the reaction proceeds at room temperature in the absence of any additives make the process highly practical.",

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T1 - Enantioseiective aryiative cyclization of allenyl aldehydes with arylboronic acids under Pd(II)-diphosphine catalysis

AU - Tsukamoto, Hirokazu

AU - Matsumoto, Tomotaka

AU - Kondo, Yoshinori

PY - 2008/3/20

Y1 - 2008/3/20

N2 - A Pd(OAc)2-SEGPHOS combination catalyzes the first enantioseiective aryiative cyclization of allenyl aldehydes with aryiboronic acids to provide c/s-fused fiveand six-membered cyclic homoallylic alcohols. The excellent diastereoand enantioselectivity and the fact that the reaction proceeds at room temperature in the absence of any additives make the process highly practical.

AB - A Pd(OAc)2-SEGPHOS combination catalyzes the first enantioseiective aryiative cyclization of allenyl aldehydes with aryiboronic acids to provide c/s-fused fiveand six-membered cyclic homoallylic alcohols. The excellent diastereoand enantioselectivity and the fact that the reaction proceeds at room temperature in the absence of any additives make the process highly practical.

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Enantioseiective aryiative cyclization of allenyl aldehydes with arylboronic acids under Pd(II)-diphosphine catalysis

Abstract

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