Journal of Organic Chemistry 2003-06-13

Efficient and practical method for synthesizing optically active indan-2-ols by the Ti(O-i-Pr)(4)/2 i-PrMgCl-mediated metalative Reppe reaction.

Takeshi Hanazawa, Kousuke Sasaki, Yuuki Takayama, Fumie Sato

Index: J. Org. Chem. 68(12) , 4980-3, (2003)

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Abstract

An efficient and practical synthesis of optically active indan-2-ols 1 has been developed starting from readily accessible optically active 4-siloxy-1,6-alkadiynes 2 and ethynyl p-tolyl sulfone, where the metalative Reppe reaction mediated by an economical divalent titanium reagent, Ti(O-i-Pr)(4)/2 i-PrMgCl, is a key step.