A simple and inexpensive procedure for low valent copper mediated benzylation of aldehydes in wet medium

作者：Dubey Akhil Kr; Goswami Dibakar; Chattopadhyay Angshuman^*

来源：ARKIVOC, 2010, 137-145.

• benzylation
• wet medium
• bimetal redox strategy
• syn-selectivity
• (R)-2,3-cyclohexylideneglyceraldehyde
• alpha-chelate cyclic model
• protease inhibitor synthon

An operationally simple, inexpensive and efficient procedure for benzylation of aldehydes in wet medium has been developed that was mediated with low valent copper, prepared in situ through spontaneous reduction of CuCl(2)-2H(2)O with magnesium in situ. Notably, copper mediated benzylation of 3h took place with good syn selectivity that was opposite to that for the corresponding Grignard addition. Finally, homobenzyl alcohol 5a was elegantly transformed into a known protease inhibitor synthon I.

• 出版日期2010