Table 1. 1,5-HAT–S–T Sequence in 3-C-(α,β-d-Glcp)1-propoxyphthalimides 1–4a.
Reagents and conditions: method A: n-Bu3SnH (1 equiv), AIBN (0.1 equiv), PhCH3 (0.013 M), reflux; method B: n-Bu3SnH (1 equiv/h), AIBN (0.1 equiv), PhCH3 (0.013 M), reflux; method C: TTMSS (1 equiv), AIBN (0.1 equiv), PhCH3 (0.013 M), reflux; and method D: n-Bu3SnD (1 equiv), AIBN (0.1 equiv), PhCH3 (0.013 M), reflux.
Values in parentheses are isolate yields; deuterium incorporation (2H/1H) is included in partially labeled compounds.