A powerful new construction of complex chiral polycycles by an indium(III)-catalyzed cationic cascade

Karavadhi Surendra; Wenwei Qiu; E. J. Corey

doi:10.1021/ja204142n

A powerful new construction of complex chiral polycycles by an indium(III)-catalyzed cationic cascade

Karavadhi Surendra
, Wenwei Qiu
, E. J. Corey

Harvard University

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

81 Scopus citations

Abstract

InI₃ and InBr₃ have been found to be effective catalysts for the π activation of C≡C bonds to initiate the conversion of chiral propargylic alcohols or silyl ethers to polycyclic products in excellent yields and with high stereoselectivity. The method has been applied to the synthesis of chiral fused hexacyclic ring systems with the creation of multiple new stereocenters. The power and scope of the method are illustrated by a variety of examples.

Original language	English
Pages (from-to)	9724-9726
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	133
Issue number	25
DOIs	https://doi.org/10.1021/ja204142n
State	Published - 29 Jun 2011
Externally published	Yes

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10.1021/ja204142n

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abstract = "InI3 and InBr3 have been found to be effective catalysts for the π activation of C≡C bonds to initiate the conversion of chiral propargylic alcohols or silyl ethers to polycyclic products in excellent yields and with high stereoselectivity. The method has been applied to the synthesis of chiral fused hexacyclic ring systems with the creation of multiple new stereocenters. The power and scope of the method are illustrated by a variety of examples.",

author = "Karavadhi Surendra and Wenwei Qiu and Corey, \{E. J.\}",

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AU - Surendra, Karavadhi

AU - Qiu, Wenwei

AU - Corey, E. J.

PY - 2011/6/29

Y1 - 2011/6/29

N2 - InI3 and InBr3 have been found to be effective catalysts for the π activation of C≡C bonds to initiate the conversion of chiral propargylic alcohols or silyl ethers to polycyclic products in excellent yields and with high stereoselectivity. The method has been applied to the synthesis of chiral fused hexacyclic ring systems with the creation of multiple new stereocenters. The power and scope of the method are illustrated by a variety of examples.

AB - InI3 and InBr3 have been found to be effective catalysts for the π activation of C≡C bonds to initiate the conversion of chiral propargylic alcohols or silyl ethers to polycyclic products in excellent yields and with high stereoselectivity. The method has been applied to the synthesis of chiral fused hexacyclic ring systems with the creation of multiple new stereocenters. The power and scope of the method are illustrated by a variety of examples.

UR - https://www.scopus.com/pages/publications/79959517372

U2 - 10.1021/ja204142n

DO - 10.1021/ja204142n

M3 - 文章

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AN - SCOPUS:79959517372

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

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A powerful new construction of complex chiral polycycles by an indium(III)-catalyzed cationic cascade

Abstract

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