Table 1.

Setting the Relative Stereochemistries at C1 and C2

entry	R	product	yield	dr a
1b	Et	16	29%c	1.9:1
2	CH=CH2	23	45%	2:1
3	C≡CH	24	48%	2.3:1
4d	C≡CH	24	68%	11.5:1

^aBased on ¹H NMR analysis of crude product.

^bReaction using CH₂Cl₂ as the solvent.

^cIsolated yield and dr are before DMP oxidation. Hydride reduction was a significant byproduct observed in 18% yield.

^dGrignard prestirred at 0 °C for 1 h prior to addition. Yield refers to isolated material.