114716-44-8Relevant articles and documents
Chemo- and Stereoselective Crotylation of Aldehydes and Cyclic Aldimines with Allylic gem-Diboronate Ester
Park, Jinyoung,Choi, Seoyoung,Lee, Yeosan,Cho, Seung Hwan
, p. 4054 - 4057 (2017)
We report a highly chemo- and stereoselective crotylation of aldehydes and cyclic aldimines with allylic-gem-diboronate ester as a new type of organoboron reagent. The allylic-gem-diboronate ester undergoes the crotylation with aldehydes and cyclic aldimines in excellent stereoselectivity, forming anti-5,6-disubstituted oxaborinin-2-ols or (E)-δ-boryl-anti-homoallylic amines in high efficiency. The reaction shows a wide range of substrate scope and excellent functional group tolerance. The synthetic applications of the obtained products, including stereospecific C-C, C-O, and C-Cl bond formation, are also demonstrated.
Stereoselective Synthesis of Alcohols, XXVII Addition of (α-Chlorocrotyl)boronates to Aldehydes
Hoffmann, Reinhard W.,Dresely, Stefan,Lanz, Joachim W.
, p. 1501 - 1508 (2007/10/02)
(Z)-(α-Chlorocrotyl)boronates 3 add to nonchiral aldehydes to give homoallyl alcohols 5 with a syn-β-positioned methyl group and an (E)-chloroalkenyl unit.The diastereoselectivity in fafour of 5 is around 90percent.The corresponding (E)-(α-chlorocrotyl)bo