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. 2021 Sep 23;86(21):14508–14552. doi: 10.1021/acs.joc.1c01376

Table 1. 1,5-HAT–S–T Sequence in 3-C-(α,β-d-Glcp)1-propoxyphthalimides 14a.

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a

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.

b

Values in parentheses are isolate yields; deuterium incorporation (2H/1H) is included in partially labeled compounds.