Asymmetric syntheses of enantiopure C(5)-substituted transpentacins via diastereoselective Ireland-Claisen rearrangements

作者：Davies Stephen G^*; Fletcher Ai M; Roberts Paul M; Thomson James E; Zammit Charlotte M

来源：Chemical Communications, 2013, 49(63): 7037-7039.

DOI：10.1039/c3cc43250e

Asymmetric syntheses of (S, S, S)-2-amino-5-methylcyclopentanecarboxylic acid and (S, S, S)-2-amino-5-phenylcyclopentanecarboxylic acid were achieved in 9 steps from commercially available starting materials via the Ireland-Claisen rearrangement of two enantiopure beta-amino allyl esters, followed by ring-closingmetathesis, reduction and deprotection.

• 出版日期2013