Tetrahedron letters

Intramolecular TiCl 4-mediated cyclization reaction of β-hydroxy alkynyl acetals

YH Kim, KY Lee, CY Oh, JG Yang, WH Ham

Index: Kim, Yong-Hyun; Lee, Kee-Young; Oh, Chang-Young; Yang, Jae-Gwon; Ham, Won-Hun Tetrahedron Letters, 2002 , vol. 43, # 5 p. 837 - 841

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Citation Number: 13

Abstract

Intramolecular TiCl4-mediated cyclization reaction of 1, 1-dimethoxy-3-hydroxy-hex-5-yne derivatives produced anti-1-hydroxy-3-methoxy-cyclohex-5-ene derivatives with high diastereoselectivity via antiperiplanar manner on pseudo six-membered chair like conformation (transition state A).