Completely diastereoselective tricarbonyliron complexation reactions of chiral dienes

Ming Shan Tsai; U. Narasimha Rao; Peng Yu Hsueh; Ming-Chang P. Yeh

doi:10.1021/om000719f

Completely diastereoselective tricarbonyliron complexation reactions of chiral dienes

Ming Shan Tsai, U. Narasimha Rao, Peng Yu Hsueh, Ming-Chang P. Yeh

Department of Chemistry

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

7 Citations (Scopus)

Abstract

Complexation of cylic and acyclic dienes, carrying a (1S)-(+)-ketopinoxy as the chiral auxiliary, with nonacarbonyldiiron proceeds in a completely diastereoselective fashion to afford diene-iron complexes in moderate yields. When (1R)-(-)-ketopinoxy was used as the chiral auxiliary, the opposite enantioisomeric complexes are isolated as a single diastereomer in comparable yield and specific rotation in each case. The stereochemistry of chiral cyclic and acyclic diene-iron complexes is determined by single-crystal X-ray methods.

Original language	English
Pages (from-to)	289-295
Number of pages	7
Journal	Organometallics
Volume	20
Issue number	2
DOIs	https://doi.org/10.1021/om000719f
Publication status	Published - 2001 Jan 1

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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T1 - Completely diastereoselective tricarbonyliron complexation reactions of chiral dienes

AU - Tsai, Ming Shan

AU - Narasimha Rao, U.

AU - Hsueh, Peng Yu

AU - Yeh, Ming-Chang P.

PY - 2001/1/1

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N2 - Complexation of cylic and acyclic dienes, carrying a (1S)-(+)-ketopinoxy as the chiral auxiliary, with nonacarbonyldiiron proceeds in a completely diastereoselective fashion to afford diene-iron complexes in moderate yields. When (1R)-(-)-ketopinoxy was used as the chiral auxiliary, the opposite enantioisomeric complexes are isolated as a single diastereomer in comparable yield and specific rotation in each case. The stereochemistry of chiral cyclic and acyclic diene-iron complexes is determined by single-crystal X-ray methods.

AB - Complexation of cylic and acyclic dienes, carrying a (1S)-(+)-ketopinoxy as the chiral auxiliary, with nonacarbonyldiiron proceeds in a completely diastereoselective fashion to afford diene-iron complexes in moderate yields. When (1R)-(-)-ketopinoxy was used as the chiral auxiliary, the opposite enantioisomeric complexes are isolated as a single diastereomer in comparable yield and specific rotation in each case. The stereochemistry of chiral cyclic and acyclic diene-iron complexes is determined by single-crystal X-ray methods.

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