Indene-based thiazolidinethione chiral auxiliary for propionate and acetate aldol additions

Indene-based thiazolidinethione chiral auxiliary for propionate and acetate aldol additions
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DOI:
10.1021/ol702980p
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发表时间:
2008-02-21
期刊:
影响因子:
5.2
通讯作者:
Olivo, Horacio F.
Olivo, Horacio F.
中科院分区:
化学1区
文献类型:
--
作者:
Osorio-Lozada, Antonio;Olivo, Horacio F.

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以反式-1-氨基-2-茚满醇为原料,经两步反应合成了茚基噻唑烷酮手性助剂。该手性助剂的氯钛烯醇化物在丙酸酯和乙酸酯羟醛加成中具有优异的非对映选择性。手性助剂很容易被去除,以提供几个有价值的功能。
An indene-based thiazolidinethione chiral auxiliary was prepared in two steps from trans-1-amino-2-indanol. Chlorotitanium enolates of this chiral auxiliary delivered excellent diastereoselectivities in propionate and acetate aldol additions. The chiral auxiliary was easily removed to deliver several valuable functionalities.