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Asymmetric Michael–aldol tandem cyclization of ω-oxo-α,β-unsaturated esters with 10-mercaptoisoborneol methyl ether

✍ Scribed by Katsumi Nishimura; Hiroshi Tsubouchi; Masashi Ono; Tomoharu Hayama; Yasuo Nagaoka; Kiyoshi Tomioka

Book ID: 104253167
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 111 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)00253-3

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✦ Synopsis

The asymmetric reaction of v-oxo-a,b-unsaturated esters with lithium chiral thiolates afforded the Michael-aldol tandem cyclization products in high yield and good stereoselectivity. Reductive desulfurization gave the corresponding optically pure 2-hydroxycycloalkanecarboxylates.

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