Scheme 2.
Products from sequential 2-B(pin)-substituted allylcopper formation/aldehyde addition/oxidation reactions catalyzed by rac-binap–Cu complex. [a] Reactions performed with 4.0 mol % rac-binap, 4.0 mol % CuCl and 16 mol % NaOtBu under otherwise the same conditions as shown in Table 1, except 5.0 and 2.0 equiv. of allene used for 8a-b and 8c, respectively; >98% conv. in all cases. See the Supporting Information for details.